$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from Hawaii to Chicago

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Hawaii to Chicago

Thu, Jan 14 - Wed, Jan 20
Multiple Airlines Logo
10:30 am - 1:15 pmLIH  Lihue-ORD Chicago O'Hare Intl
22h 45m1 stop San Diego
Multiple Airlines Logo
2:11 pm - 1:04 pmORD  Chicago O'Hare Intl-LIH Lihue
26h 53m1 stop Portland
$423Multiple Airlines
Mon, Dec 7 - Tue, Dec 15
American Airlines Logo
2:53 pm - 6:05 amLIH  Lihue-ORD Chicago O'Hare Intl
11h 12m1 stop Los Angeles
American Airlines Logo
5:30 am - 1:22 pmORD  Chicago O'Hare Intl-LIH Lihue
11h 52m1 stop Los Angeles
$424American Airlines
Thu, Jan 14 - Wed, Jan 20
American Airlines Logo
2:56 pm - 6:29 amLIH  Lihue-ORD Chicago O'Hare Intl
11h 33m1 stop Los Angeles
American Airlines Logo
7:20 am - 4:01 pmORD  Chicago O'Hare Intl-LIH Lihue
12h 41m1 stop Phoenix Sky Harbor Intl
$424American Airlines
Thu, Feb 4 - Mon, Feb 8
Multiple Airlines Logo
6:00 am - 11:59 pmLIH  Lihue-ORD Chicago O'Hare Intl
13h 59m2 stops Honolulu San Diego
Multiple Airlines Logo
7:40 am - 5:03 pmORD  Chicago O'Hare Intl-LIH Lihue
13h 23m1 stop San Diego
$430Multiple Airlines
Thu, Jan 14 - Wed, Jan 20
Delta Logo
9:46 pm - 4:53 pmLIH  Lihue-MDW Chicago Midway
15h 07m2 stops Seattle/Tacoma Intl Minneapolis St Paul
Delta Logo
9:38 am - 8:21 pmMDW  Chicago Midway-LIH Lihue
14h 43m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$435Delta
Thu, Jan 14 - Wed, Jan 20
Delta Logo
9:46 pm - 4:27 pmLIH  Lihue-ORD Chicago O'Hare Intl
14h 41m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County
Delta Logo
7:00 am - 8:21 pmORD  Chicago O'Hare Intl-LIH Lihue
17h 21m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl
$435Delta
Thu, Jan 14 - Wed, Jan 20
Southwest Logo
9:30 pm - 12:35 pmLIH  Lihue-MDW Chicago Midway
11h 05m1 stop Las Vegas Harry Reid Intl
Southwest Logo
10:00 am - 8:35 pmMDW  Chicago Midway-LIH Lihue
14h 35m2 stops Oakland Honolulu
$575Southwest
Wed, Dec 2 - Sun, Dec 6
Southwest Logo
3:15 pm - 12:30 pmHNL  Honolulu-MDW Chicago Midway
17h 15m1 stop Oakland
Southwest Logo
10:10 am - 9:10 pmMDW  Chicago Midway-HNL Honolulu
15h 00m1 stop San Jose
$578Southwest
Thu, Dec 3 - Mon, Dec 7
Alaska Airlines Logo
11:28 pm - 4:31 pmKOA  Kona Intl-ORD Chicago O'Hare Intl
13h 03m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
2:13 pm - 3:47 pmORD  Chicago O'Hare Intl-KOA Kona Intl
29h 34m1 stop San Diego
$578Alaska Airlines
Thu, Dec 3 - Mon, Dec 7
Alaska Airlines Logo
11:28 pm - 4:31 pmKOA  Kona Intl-ORD Chicago O'Hare Intl
13h 03m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:58 pm - 3:47 pmORD  Chicago O'Hare Intl-KOA Kona Intl
23h 49m1 stop San Diego
$578Alaska Airlines
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Good to know

Low season

January

Cheapest flight

$212
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Lihue to Chicago

FAQs for booking flights from Hawaii to Chicago

  • How does KAYAK find such low prices on flights from Hawaii to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hawaii to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Hammond
Saint Joseph
Portage
Lansing
Valparaiso
Chesterton
Munster
Schererville
Porter
Monticello
Saint John
Griffith

More options for your flight to Chicago